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Merck

54917

(R)-2-Hydroxybutyric acid

≥97.0% (T)

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About This Item

Empirical Formula (Hill Notation):
C4H8O3
CAS Number:
Molecular Weight:
104.10
UNSPSC Code:
51113400
NACRES:
NA.22
PubChem Substance ID:
MDL number:
Beilstein/REAXYS Number:
1720939

Product Name

(R)-2-Hydroxybutyric acid, ≥97.0% (T)

InChI key

AFENDNXGAFYKQO-GSVOUGTGSA-N

SMILES string

CC[C@@H](O)C(O)=O

InChI

1S/C4H8O3/c1-2-3(5)4(6)7/h3,5H,2H2,1H3,(H,6,7)/t3-/m1/s1

assay

≥97.0% (T)

form

solid

optical purity

enantiomeric ratio: ≥99:1 (GC)

mp

50-54 °C

functional group

carboxylic acid
hydroxyl

storage temp.

2-8°C

Quality Level

Other Notes

Chiral building block

pictograms

CorrosionExclamation mark

signalword

Danger

Hazard Classifications

Eye Dam. 1 - Skin Irrit. 2 - STOT SE 3

target_organs

Respiratory system

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Gloves


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M N Romanelli et al.
Chirality, 8(8), 579-584 (1996-01-01)
The enantiomers of 3-alpha-tropyl 2-(phenylthio)butyrate (SM32, 1) were prepared by chiral synthesis and tested for analgesic, cognition-enhancing, and ACh-releasing properties. They show enantioselectivity in some of the tests, the eutomer being related in configuration to R-(+)-hyoscyamine.
K.J. Hale et al.
Tetrahedron Letters, 36, 6965-6965 (1995)
M N Romanelli et al.
Chirality, 8(3), 225-233 (1996-01-01)
The enantiomers of two alpha-tropanyl esters, SM21 (1) and PG9 (2), derived from (+)-R-hyoscyamine, that act by increasing the central cholinergic tone, were obtained by esterification after resolution of the corresponding racemic acids [(-)-S-1, (-)-R-2 and (+)-S-2] and by stereospecific
R Guerranti et al.
Biochimica et biophysica acta, 1568(1), 45-52 (2001-12-04)
Rat liver L-threonine dehydrogenase is a mitochondrial enzyme which transforms L-threonine either into aminoacetone or into acetyl-CoA. We show that it is inhibited by several fatty acids and their derivatives: short chain fatty acids, L-2-hydroxybutyrate and D-3-hydroxybutyrate, long chain fatty
Iola F Duarte et al.
NMR in biomedicine, 20(4), 401-412 (2006-12-07)
This paper reports the first application of high-resolution (1)H NMR spectroscopy to the plasma of five juveniles with glycogen storage disease type 1a (GSD1a), permitting the characterisation of the plasma metabolic profile and the identification of alterations relative to a

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